39 Orchard Ct
Perched high on a hill within The Gates of Woodbury, this impressive 3600 square foot Colonial boasts 6 bedrooms, 3.5 baths - a compelling combination of space, privacy and versatility. Set on over one acre of fully fenced property, 39 Orchard Court enjoys an elevated presence and a beautifully level backyard. It's ideal for entertaining and offers plenty of room for future outdoor amenities such as a tennis or sport court. Inside, generously proportioned rooms present a flexible layout for everyday living and gatherings... including a spacious living room with fireplace and an additional sitting room through French doors. The expansive family room also features a wood-burning fireplace. A large eat-in kitchen and separate dining room provide ample space for casual meals or special occasions. Just off the kitchen, a dedicated gym room with wall-to-wall windows overlooks the beautiful backyard. Two main-level bedrooms and a full bath affords options for guests, home offices and multi-generational living. Upstairs, the primary bedroom features a fireplace, two walk-in closets and an en-suite bath with a steam shower and jacuzzi tub. Three additional oversized bedrooms complete the second floor. The full basement with egress includes a theatre room, sound-proof music room and abundant storage - so much potential for endless entertainment! A 3 car garage allows for additional space for vehicles and equipment. With its gracious setting, substantial square footage, expansive rooms and grounds, 39 Orchard Court gives you the room to explore so many possibilities. Gunite pool offered as-is. Conveniently located near all major highways, the train station and shopping centers, and within the Syosset School District. Don't miss this opportunity to live in The Gates! More pictures coming soon.
Listing Information
Facts & Features
Location
Community Information
Architecture
Features & Amenities
Property Features
Square Footage
Tax & Financial Information
Schools
Walt Whitman Elementary School
Assigned school for this home
H B Thompson Middle School
Assigned school for this home
Syosset Senior High School
Assigned school for this home
Berry Hill Elementary School
Plainview-Old Bethpage/Jfk High School
Judy Jacobs Parkway Elementary School
Village Elementary School
Willits Elementary School
School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.
Historical Data
Price History
| Date | Event | Price |
|---|---|---|
| 10/01/2026 | Listed for sale | $2,349,000 |
Listed by Joanne Cohen · Daniel Gale Sothebys Intl Rlty · 5166770030
Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, OneKey MLS. All rights reserved.
Last Updated: October 18, 2026 at 6:15 PM | Source: OneKey MLS | MLS#: 1054993

Start Your Real Estate Journey
Whether you have questions about this listing, want to schedule a showing, or just want to talk through your options, James Haydon is here to help. Reach out and expect a response within one business day.
How can I help?
James Haydon is here to help. Reach out and expect a response within one business day.
Thanks — James Haydon will be in touch shortly.
Make A Plan For Your Purchase
Know what you can afford before you start shopping — then run the numbers on any home you have in mind.
How much house can I afford?
- Principal & interest
- Property taxes
- Homeowner's insurance
- HOA dues
If your monthly savings are applied to the loan principal.
Enter your income, debts, and down payment to see how much home you may qualify for. Estimates only — not a lending decision.
Want to know more?
James Haydon is here to help. Reach out and expect a response within one business day.
✓ Thanks — James Haydon will be in touch shortly.




